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Merck
CN

731129

N-Isopropylacrylamide

≥99%

Synonym(s):

NIPAM

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About This Item

Linear Formula:
H2C=CHCONHCH(CH3)2
CAS Number:
2210-25-5
Molecular Weight:
113.16
NACRES:
NA.23
PubChem Substance ID:
329764623
UNSPSC Code:
12162002
EC Number:
218-638-5
MDL number:
MFCD00041913

Key Documents

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Product Name

N-Isopropylacrylamide, ≥99%

InChI key

QNILTEGFHQSKFF-UHFFFAOYSA-N

InChI

1S/C6H11NO/c1-4-6(8)7-5(2)3/h4-5H,1H2,2-3H3,(H,7,8)

SMILES string

CC(C)NC(=O)C=C

assay

≥99%

form

flakes

bp

89-92 °C/2 mmHg (lit.)

mp

60-63 °C (lit.)
63-67 °C

storage temp.

2-8°C

Quality Level

100

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Application

NIPAM can be used to prepare poly(NIPAM) for a variety of applications such as tissue engineering, cell culture, biomedical coating, drug delivery, and muscle regeneration.

N-Isopropylacrylamide can also be used as a key component in:
  • The synthesis of self-powered multifunctional organic hydrogel based on poly(acrylic acid-N-isopropyl acrylamide) for flexible sensing devices.
  • The development of a new type of flexible and stable gel electrolyte for aqueous Zn-MnO2 batteries.
  • The preparation of poly(N-isopropylacrylamide/itaconic acid) (PNIPAM/IA) copolymeric hydrogels for drug delivery applications.
  • The synthesis of poly(N-isopropylacrylamide) (PNIPAM) polymer for the development of a new class of polymer-grafted semiconductor devices.

General description

N-Isopropylacrylamide (NIPAM) is a biocompatible monomeric unit that can be used in the formation of stimuli responsive polymers due to its temperature sensitive properties. These properties include temperature based volumetric and phase changes, which change when the temperature of the solution reaches a lower critical solution temperature (LCST).

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H302,H318

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ4233
MKCX8565
MKCX8317
MKCX5305
MKCW9465

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Temperature-responsive polymers for cell culture and tissue engineering applications
Switchable and Responsive Surfaces and Materials for Biomedical Applications, 32(5), 203-233 (2015)
Bio-Instructive Scaffolds for Muscle Regeneration: NonCrosslinked Polymers
Bio-Instructive Scaffolds for Musculoskeletal Tissue Engineering and Regenerative Medicine, 34(9), 161-186 (2017)
Nhung H A Nguyen et al.
Nanoscale research letters, 12(1), 571-571 (2017-10-21)
The most challenging task in the preparation of magnetic poly(N-isopropylacrylamide) (Fe
Characterisation of biomedical coatings
Coatings for Biomedical Applications, 32(5), 176-220 (2012)
On the temperature-responsive polymers and gels based on N-propylacrylamides and N-propylmethacrylamides
Kano M and Kokufuta E
Langmuir, 25(15), 8649-8655 (2009)
View All Related Papers

Articles

Designing Temperature and pH Sensitive NIPAM Based Polymers

Poly(N-isopropylacrylamide), or PNIPAM, is a stimuli-responsive polymer that responds to changes in pH and temperature and has a LCST around 32 C.

Smart Nanofiber Meshes as a Local Drug Delivery Platform

Professor Mitsuhiro Ebara provides insights on several types of smart nanofiber mesh systems that have been explored for different drug delivery purposes.

Poly(N-isopropylacrylamide)-based Smart Surfaces for Cell Sheet Tissue Engineering

Tissue engineering has become a key therapeutic tool in the treatment of damaged or diseased organs and tissues, such as blood vessels and urinary bladders.

用于细胞膜片组织工程的基于聚N-异丙基丙烯酰胺的智能表面

组织工程已成为治疗受损或患病的器官和组织（例如血管和尿囊）的关键治疗工具。

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